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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:38:53 UTC
Update Date2023-02-21 17:19:40 UTC
HMDB IDHMDB0030762
Secondary Accession Numbers
  • HMDB30762
Metabolite Identification
Common NameEthyl trans-p-methoxycinnamate
DescriptionEthyl trans-p-methoxycinnamate, also known as ethyl p-methoxycinnamic acid or p-methoxycinnamate ethyl ester, belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review a significant number of articles have been published on Ethyl trans-p-methoxycinnamate.
Structure
Data?1676999980
Synonyms
ValueSource
Ethyl p-methoxycinnamateKegg
Ethyl p-methoxycinnamic acidGenerator
Ethyl trans-p-methoxycinnamic acidGenerator
p-Methoxycinnamate ethyl esterHMDB
(e)-Ethyl-p-methoxycinnamateHMDB
Ethyl (2E)-3-(4-methoxyphenyl)-2-propenoateHMDB
OctinoxateHMDB
Ethyl 4-methoxycinnamateHMDB
Chemical FormulaC12H14O3
Average Molecular Weight206.2378
Monoisotopic Molecular Weight206.094294314
IUPAC Nameethyl (2E)-3-(4-methoxyphenyl)prop-2-enoate
Traditional Nameethyl p-methoxycinnamate
CAS Registry Number24393-56-4
SMILES
CCOC(=O)\C=C\C1=CC=C(OC)C=C1
InChI Identifier
InChI=1S/C12H14O3/c1-3-15-12(13)9-6-10-4-7-11(14-2)8-5-10/h4-9H,3H2,1-2H3/b9-6+
InChI KeyDHNGCHLFKUPGPX-RMKNXTFCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acid esters
Direct ParentCinnamic acid esters
Alternative Parents
Substituents
  • Cinnamic acid ester
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Styrene
  • Alkyl aryl ether
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point49 - 50 °CNot Available
Boiling Point325.00 to 326.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility128.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.020 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.083 g/LALOGPS
logP3.07ALOGPS
logP2.71ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity59.04 m³·mol⁻¹ChemAxon
Polarizability22.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.36731661259
DarkChem[M-H]-150.83231661259
DeepCCS[M+H]+147.18430932474
DeepCCS[M-H]-144.82630932474
DeepCCS[M-2H]-178.25530932474
DeepCCS[M+Na]+153.27730932474
AllCCS[M+H]+146.232859911
AllCCS[M+H-H2O]+142.132859911
AllCCS[M+NH4]+149.932859911
AllCCS[M+Na]+151.032859911
AllCCS[M-H]-149.732859911
AllCCS[M+Na-2H]-150.232859911
AllCCS[M+HCOO]-150.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl trans-p-methoxycinnamateCCOC(=O)\C=C\C1=CC=C(OC)C=C12661.3Standard polar33892256
Ethyl trans-p-methoxycinnamateCCOC(=O)\C=C\C1=CC=C(OC)C=C11676.7Standard non polar33892256
Ethyl trans-p-methoxycinnamateCCOC(=O)\C=C\C1=CC=C(OC)C=C11798.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl trans-p-methoxycinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-03gi-2900000000-7107329a60323759b6412017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl trans-p-methoxycinnamate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 10V, Positive-QTOFsplash10-0a4i-1790000000-ffb6d2c15f9e66cfe8042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 20V, Positive-QTOFsplash10-03di-3910000000-e0a9a687114cae97ada52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 40V, Positive-QTOFsplash10-0561-6900000000-b7a24086454fbc216d252016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 10V, Negative-QTOFsplash10-0a4i-1790000000-c213f07def8b102e93b72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 20V, Negative-QTOFsplash10-0a4i-3920000000-5f815dbd279c5f5c6bf02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 40V, Negative-QTOFsplash10-002b-3900000000-5c221f2e68992a49f9c22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 10V, Negative-QTOFsplash10-0a4i-0290000000-97912bed8423e8464f9e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 20V, Negative-QTOFsplash10-0api-0900000000-8b566537fad7981aadbe2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 40V, Negative-QTOFsplash10-014i-0900000000-579e0224bead6e9f25e02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 10V, Positive-QTOFsplash10-08fr-0940000000-ee205fc0dc425f3b7b762021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 20V, Positive-QTOFsplash10-03e9-0900000000-759896c1b884b2a56f322021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl trans-p-methoxycinnamate 40V, Positive-QTOFsplash10-003r-4900000000-c66e5ef824c53b6895652021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002695
KNApSAcK IDC00002758
Chemspider ID4445096
KEGG Compound IDC10476
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281783
PDB IDNot Available
ChEBI ID259672
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1434261
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .